CA1141097A - Manufacture of dimensionally stable polyurethane foams from storage-stable prepolymers containing isocyanate groups and tertiary amino groups - Google Patents

Manufacture of dimensionally stable polyurethane foams from storage-stable prepolymers containing isocyanate groups and tertiary amino groups

Info

Publication number: CA1141097A
Authority: CA; Canada
Prior art keywords: polyols; weight; mixture; polyether; mixtures
Prior art date: 1977-12-24
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA000324387A

Other languages

English (en)

French (fr)

Inventor

Heinrich Horacek

Robert Gehm

Otto Volkert

Sarbananda Chakrabarti

Mathias Pauls

Peter Weyland

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

BASF SE

Original Assignee

BASF SE

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1977-12-24

Filing date

1979-03-28

Publication date

1983-02-08

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=27166153&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CA1141097(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1977-12-24 Priority to DE19772758114 priority Critical patent/DE2758114A1/de

1978-12-16 Priority to EP78101741A priority patent/EP0002768B1/de

1978-12-21 Priority to AT0917878A priority patent/AT372392B/de

1979-03-28 Application filed by BASF SE filed Critical BASF SE

1979-03-28 Priority to CA000324387A priority patent/CA1141097A/en

1979-03-28 Priority to US06/024,828 priority patent/US4258140A/en

1983-02-08 Application granted granted Critical

1983-02-08 Publication of CA1141097A publication Critical patent/CA1141097A/en

Status Expired legal-status Critical Current

Links

IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 title claims abstract description 17
229920005830 Polyurethane Foam Polymers 0.000 title claims abstract description 12
239000011496 polyurethane foam Substances 0.000 title claims abstract description 12
125000001302 tertiary amino group Chemical group 0.000 title claims abstract description 10
238000004519 manufacturing process Methods 0.000 title claims abstract description 6
239000000203 mixture Substances 0.000 claims abstract description 53
229920005862 polyol Polymers 0.000 claims abstract description 39
239000004604 Blowing Agent Substances 0.000 claims abstract description 20
229920005906 polyester polyol Polymers 0.000 claims abstract description 19
238000000034 method Methods 0.000 claims abstract description 14
238000006243 chemical reaction Methods 0.000 claims abstract description 12
239000005056 polyisocyanate Substances 0.000 claims abstract description 12
229920001228 polyisocyanate Polymers 0.000 claims abstract description 11
229920000642 polymer Polymers 0.000 claims abstract description 8
230000003993 interaction Effects 0.000 claims abstract description 3
150000003077 polyols Chemical class 0.000 claims description 13
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 12
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 10
239000006260 foam Substances 0.000 claims description 10
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
229920005903 polyol mixture Polymers 0.000 claims description 9
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims description 8
239000004814 polyurethane Substances 0.000 claims description 8
229920002635 polyurethane Polymers 0.000 claims description 7
239000001294 propane Substances 0.000 claims description 6
PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 4
235000019404 dichlorodifluoromethane Nutrition 0.000 claims description 4
239000001282 iso-butane Substances 0.000 claims description 4
239000004338 Dichlorodifluoromethane Substances 0.000 claims description 3
239000007788 liquid Substances 0.000 claims description 3
239000003054 catalyst Substances 0.000 claims description 2
239000000654 additive Substances 0.000 abstract description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 14
239000007858 starting material Substances 0.000 description 8
-1 AMINO GROUPS Chemical group 0.000 description 7
125000002947 alkylene group Chemical group 0.000 description 6
229930195733 hydrocarbon Natural products 0.000 description 6
150000002430 hydrocarbons Chemical class 0.000 description 6
239000002253 acid Substances 0.000 description 5
150000007513 acids Chemical class 0.000 description 5
239000003795 chemical substances by application Substances 0.000 description 5
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
229920001577 copolymer Polymers 0.000 description 4
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
238000002156 mixing Methods 0.000 description 4
229910052757 nitrogen Inorganic materials 0.000 description 4
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
229910019142 PO4 Inorganic materials 0.000 description 3
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
239000000443 aerosol Substances 0.000 description 3
125000003277 amino group Chemical group 0.000 description 3
238000009835 boiling Methods 0.000 description 3
125000004432 carbon atom Chemical group C* 0.000 description 3
150000001991 dicarboxylic acids Chemical class 0.000 description 3
UMNKXPULIDJLSU-UHFFFAOYSA-N dichlorofluoromethane Chemical compound FC(Cl)Cl UMNKXPULIDJLSU-UHFFFAOYSA-N 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
150000005826 halohydrocarbons Chemical class 0.000 description 3
239000002184 metal Substances 0.000 description 3
239000010452 phosphate Substances 0.000 description 3
239000004014 plasticizer Substances 0.000 description 3
KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
150000005846 sugar alcohols Polymers 0.000 description 3
229940113165 trimethylolpropane Drugs 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
241000905957 Channa melasoma Species 0.000 description 2
VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 2
239000005977 Ethylene Substances 0.000 description 2
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
229920001730 Moisture cure polyurethane Polymers 0.000 description 2
SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
239000001361 adipic acid Substances 0.000 description 2
235000011037 adipic acid Nutrition 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 2
238000007664 blowing Methods 0.000 description 2
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
150000004985 diamines Chemical class 0.000 description 2
229940099364 dichlorofluoromethane Drugs 0.000 description 2
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
239000003921 oil Substances 0.000 description 2
229940059574 pentaerithrityl Drugs 0.000 description 2
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 2
XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
OHKOAJUTRVTYSW-UHFFFAOYSA-N 2-[(2-aminophenyl)methyl]aniline Chemical compound NC1=CC=CC=C1CC1=CC=CC=C1N OHKOAJUTRVTYSW-UHFFFAOYSA-N 0.000 description 1
125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 1
239000004254 Ammonium phosphate Substances 0.000 description 1
NYQDCVLCJXRDSK-UHFFFAOYSA-N Bromofos Chemical compound COP(=S)(OC)OC1=CC(Cl)=C(Br)C=C1Cl NYQDCVLCJXRDSK-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
101150031329 Ets1 gene Proteins 0.000 description 1
OWIKHYCFFJSOEH-UHFFFAOYSA-N Isocyanic acid Chemical group N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 description 1
CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
239000004721 Polyphenylene oxide Substances 0.000 description 1
DUFKCOQISQKSAV-UHFFFAOYSA-N Polypropylene glycol (m w 1,200-3,000) Chemical compound CC(O)COC(C)CO DUFKCOQISQKSAV-UHFFFAOYSA-N 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
229930006000 Sucrose Natural products 0.000 description 1
YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
239000006096 absorbing agent Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
125000005263 alkylenediamine group Chemical group 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
150000001414 amino alcohols Chemical class 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
229910000148 ammonium phosphate Inorganic materials 0.000 description 1
235000019289 ammonium phosphates Nutrition 0.000 description 1
JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
230000000655 anti-hydrolysis Effects 0.000 description 1
239000001273 butane Substances 0.000 description 1
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
239000004359 castor oil Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
239000000470 constituent Substances 0.000 description 1
MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
125000004915 dibutylamino group Chemical group C(CCC)N(CCCC)* 0.000 description 1
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
238000009792 diffusion process Methods 0.000 description 1
125000005442 diisocyanate group Chemical group 0.000 description 1
LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
229940043276 diisopropanolamine Drugs 0.000 description 1
SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
150000002009 diols Chemical class 0.000 description 1
239000000975 dye Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
239000000945 filler Substances 0.000 description 1
238000005187 foaming Methods 0.000 description 1
229960005150 glycerol Drugs 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
150000002357 guanidines Chemical class 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
238000000265 homogenisation Methods 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
239000011810 insulating material Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 1
238000005192 partition Methods 0.000 description 1
125000004437 phosphorous atom Chemical group 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
239000011148 porous material Substances 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
235000013772 propylene glycol Nutrition 0.000 description 1
KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 1
239000000376 reactant Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical class CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000004576 sand Substances 0.000 description 1
239000000565 sealant Substances 0.000 description 1
241000894007 species Species 0.000 description 1
238000003860 storage Methods 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
150000003606 tin compounds Chemical class 0.000 description 1
229940029284 trichlorofluoromethane Drugs 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
238000005303 weighing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/149—Mixtures of blowing agents covered by more than one of the groups C08J9/141 - C08J9/143
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/46—Polycondensates having carboxylic or carbonic ester groups in the main chain having heteroatoms other than oxygen
- C08G18/4615—Polycondensates having carboxylic or carbonic ester groups in the main chain having heteroatoms other than oxygen containing nitrogen
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2101/00—Manufacture of cellular products
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2150/00—Compositions for coatings
- C08G2150/60—Compositions for foaming; Foamed or intumescent coatings
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2170/00—Compositions for adhesives
- C08G2170/60—Compositions for foaming; Foamed or intumescent adhesives
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2190/00—Compositions for sealing or packing joints
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2375/04—Polyurethanes
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2375/04—Polyurethanes
- C08J2375/06—Polyurethanes from polyesters
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S521/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S521/917—Specialized mixing apparatus utilized in cell forming process

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Polyurethanes Or Polyureas (AREA)

CA000324387A 1977-12-24 1979-03-28 Manufacture of dimensionally stable polyurethane foams from storage-stable prepolymers containing isocyanate groups and tertiary amino groups Expired CA1141097A (en)

Priority Applications (5)

Application Number	Priority Date	Filing Date	Title
DE19772758114 DE2758114A1 (de)	1977-12-24	1977-12-24	Verfahren zur herstellung von formstabilen einkomponentenpolyurethanschaumstoffen
EP78101741A EP0002768B1 (de)	1977-12-24	1978-12-16	Verfahren zur Herstellung von formstabilen Polyurethanschaumstoffen aus lagerstabilen, tertiäre Aminogruppen enthaltenden, isocyanatgruppenhaltigen Präpolymeren
AT0917878A AT372392B (de)	1977-12-24	1978-12-21	Verfahren zur herstellung von formstabilen polyurethanschaumstoffen
CA000324387A CA1141097A (en)	1977-12-24	1979-03-28	Manufacture of dimensionally stable polyurethane foams from storage-stable prepolymers containing isocyanate groups and tertiary amino groups
US06/024,828 US4258140A (en)	1977-12-24	1979-03-28	Storage-stable prepolymers sprayable from a pressure vessel

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DE19772758114 DE2758114A1 (de)	1977-12-24	1977-12-24	Verfahren zur herstellung von formstabilen einkomponentenpolyurethanschaumstoffen
CA000324387A CA1141097A (en)	1977-12-24	1979-03-28	Manufacture of dimensionally stable polyurethane foams from storage-stable prepolymers containing isocyanate groups and tertiary amino groups
US06/024,828 US4258140A (en)	1977-12-24	1979-03-28	Storage-stable prepolymers sprayable from a pressure vessel

Publications (1)

Publication Number	Publication Date
CA1141097A true CA1141097A (en)	1983-02-08

Family

ID=27166153

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000324387A Expired CA1141097A (en)	1977-12-24	1979-03-28	Manufacture of dimensionally stable polyurethane foams from storage-stable prepolymers containing isocyanate groups and tertiary amino groups

Country Status (5)

Country	Link
US (1)	US4258140A (de)
EP (1)	EP0002768B1 (de)
AT (1)	AT372392B (de)
CA (1)	CA1141097A (de)
DE (1)	DE2758114A1 (de)

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4339343A (en) *	1980-03-05	1982-07-13	The Upjohn Company	Novel process and product
JPS5744636A (en) *	1980-09-01	1982-03-13	Wako Chem Kk	Impregnating agent for preparing mainly semirigid or rigid resin foam
DE3122790C2 (de) *	1981-06-09	1983-12-29	Henkel KGaA, 4000 Düsseldorf	Verfahren zur Herstellung von formstabilen Polyurethanschaumstoffen
DE3317193A1 (de) *	1983-05-11	1984-11-15	Georg Börner Chemisches Werk für Dach- und Bautenschutz GmbH & Co KG, 6430 Bad Hersfeld	Verwendung eines expandierenden polyurethanklebstoffes zum verbinden von daemmstoffen mit gebaeudeteilen
DE3317194A1 (de) *	1983-05-11	1984-11-15	Henkel KGaA, 4000 Düsseldorf	Polyurethan-prepolymere auf basis oleochemischer polyole, ihre herstellung und verwendung
GB8602802D0 (en) *	1986-02-05	1986-03-12	Ici Plc	Microcellular elastomers
US5021507A (en) *	1986-05-05	1991-06-04	National Starch And Chemical Investment Holding Corporation	Arcylic modified reactive urethane hot melt adhesive compositions
DE3626223A1 (de) *	1986-08-02	1988-02-04	Henkel Kgaa	Polyurethan-praepolymere auf basis oleochemischer polyole, ihre herstellung und verwendung
US4923097A (en) *	1989-01-31	1990-05-08	E. I. Dupont De Nemours And Company	Aerosol paint compositions
US5091434A (en) *	1989-04-07	1992-02-25	Asahi Glass Company Ltd.	Polyol composition and method for producing a rigid polyurethane foam using the same
DE3911784A1 (de) *	1989-04-11	1990-10-18	Peter Buesgen	Lagerstabile einkomponenten-polyurethanschaummischung
DE4129953A1 (de) *	1991-09-10	1993-03-11	Bayer Ag	Polyisocyanatgemische, ein verfahren zu ihrer herstellung und ihre verwendung
IT1274003B (it) *	1994-05-06	1997-07-14	Coim Spa	Preparazione di schiume poliuretaniche rigide con l'impiego di polioli poliesteri
DE4443431A1 (de) *	1994-12-06	1996-06-13	Elastogran Gmbh	Unter Druck stehende, Treibmittel enthaltende Isocyanat-Semirpräpolymermischungen auf Basis von Lignin-polyether-polyolen, ihre Verwendung zur Herstellung von Polyurethan-Schaumstoffen und ein Verfahren hierfür
US5687911A (en) *	1995-02-18	1997-11-18	Clayton Corporation	Multidirectional foam aerosol dispensing
US6013691A (en) *	1996-05-21	2000-01-11	Insta-Foam Products, Inc.	Expansible sealant compositions and blowing agents
FR2779149B1 (fr) *	1998-05-29	2000-09-15	Witco	Procede de fabrication de mousse de polyurethane, polyester polyol amine utilise dans ce procede et mousse obtenue
US6410609B1 (en)	2000-07-27	2002-06-25	Fomo Products, Inc.	Low pressure generating polyurethane foams
US6894083B2 (en) *	2000-08-08	2005-05-17	Dow Global Technologies Inc.	Polyurethane foam composition
DE102007028922A1 (de)	2007-06-22	2008-12-24	Bayer Materialscience Ag	Polyisocyanatmischungen
DE102008018160A1 (de)	2008-04-10	2009-10-15	Bayer Materialscience Ag	Polyisocyanatgemische
DE102009058463A1 (de)	2009-12-16	2011-06-22	Bayer MaterialScience AG, 51373	Polyisocyanatmischungen
EP2383304A1 (de)	2010-04-27	2011-11-02	de Schrijver, Aster	Zusammensetzung für Einkomponenten-Polyurethanschaumstoffe
CN102161744B (zh) *	2010-12-15	2013-01-30	山西省化工研究所	一种贮存稳定的聚酯型聚氨酯预聚物的制备方法
EP2481764A1 (de)	2011-01-27	2012-08-01	de Schrijver, Aster	Zusammensetzung für Einkomponenten-Polyurethanschaumstoffe mit niedrigem freiem monomerischem MDI-Gehalt
EP4461759A4 (de) *	2022-06-20	2025-06-18	Samsung Electronics Co., Ltd.	Urethan und kühlschrank damit

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3042631A (en) *	1956-08-03	1962-07-03	Simoniz Co	Polyurethane prepolymer and expanded product prepared therefrom
US3112281A (en) *	1957-09-17	1963-11-26	Wyandotte Chemicals Corp	Polyurethane foams and process for preparing same
US3029208A (en) *	1959-07-03	1962-04-10	Allied Chem	Cellular polyurethane and process of preparing same
FR79641E (fr) *	1961-04-06	1962-12-28	Ici Ltd	Perfectionnement au procédé de fabrication de polyuréthanes
GB1086609A (en)	1965-07-12	1967-10-11	Kerr Chemicals Inc	Improvements in or relating to foamed polyurethane resins
GB1175717A (en)	1967-09-04	1969-12-23	Kerr Chemicals Inc	Improvements in or relating to the Preparation of Polyurethane Foams
DE1922626C3 (de) *	1969-05-03	1983-01-13	Bayer Ag, 5090 Leverkusen	Verfahren zur Herstellung von Bindemitteln
US3640997A (en) *	1969-05-07	1972-02-08	Basf Wyandotte Corp	Sucrose-ethylene diamine polyols and process for preparing same
BE756238A (fr) *	1969-09-16	1971-03-16	Ici Ltd	Compositions a expanser

1977
- 1977-12-24 DE DE19772758114 patent/DE2758114A1/de not_active Withdrawn
1978
- 1978-12-16 EP EP78101741A patent/EP0002768B1/de not_active Expired
- 1978-12-21 AT AT0917878A patent/AT372392B/de not_active IP Right Cessation
1979
- 1979-03-28 CA CA000324387A patent/CA1141097A/en not_active Expired
- 1979-03-28 US US06/024,828 patent/US4258140A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
EP0002768A3 (en)	1979-07-25
US4258140A (en)	1981-03-24
DE2758114A1 (de)	1979-07-05
EP0002768A2 (de)	1979-07-11
EP0002768B1 (de)	1983-01-26
ATA917878A (de)	1983-02-15
AT372392B (de)	1983-09-26

Legal Events

Date	Code	Title	Description
2000-02-08	MKEX	Expiry

Publication	Publication Date	Title
CA1141097A (en)	1983-02-08	Manufacture of dimensionally stable polyurethane foams from storage-stable prepolymers containing isocyanate groups and tertiary amino groups
US3516950A (en)	1970-06-23	Foamed polymers
EP0253834B1 (de)	1991-06-19	Geschmeidige polyurethanschäume aus poly(ethylenkarbonat)polyolen
JP2004231962A (ja)	2004-08-19	軟質、半硬質および硬質ポリウレタンフォームを製造するための低酸性の有機金属触媒
US4263412A (en)	1981-04-21	Preparation of dimensionally stable one-component polyurethane foams using a two-compartment pressure pack containing an isocyanate-terminated prepolymer in the inner container and pressure medium in the outer container
EP1518872B1 (de)	2011-08-31	Polyurethankatalysatorzusammensetzungen zur Verbesserung der Hartschaumeigenschaften
CA2251301C (en)	2004-09-21	Isocyanate-terminated prepolymers and rigid-foams produced therefrom
EP3555159A1 (de)	2019-10-23	Polyurethanprodukt mit schwefelhaltigem polyesterpolyol
EP0401787B1 (de)	1993-12-15	Verfahren zur Herstellung von hartem Polyurethanschaum
GB2264499A (en)	1993-09-01	Polyurea-based dispersions, foams prepared therefrom and a process for the preparation thereof
US4136241A (en)	1979-01-23	Flexible polyurethane foams based upon the use of a soluble amine salt as crosslinking agent
JP6903899B2 (ja)	2021-07-14	硬質イソシアヌレートフォーム組成物および硬質イソシアヌレートフォームの製造方法
JPH0321623A (ja)	1991-01-30	柔軟なポリウレタンフォームおよびその製造法
US4381353A (en)	1983-04-26	Sprayed polyurethane foams employing reactive amines to improve the foam surface
US5139713A (en)	1992-08-18	Method of preparing urethane foam articles
EP1061092A1 (de)	2000-12-20	Verfahren für die Herstellung eines Polyurethanhartschaumes
RU2207348C2 (ru)	2003-06-27	Композиция на основе полиолов
CA3003176C (en)	2023-09-19	Polyurethane foam from high functionality polyisocyanate
CA1092297A (en)	1980-12-23	Flexible polyurethane foams
EP0486034B2 (de)	2003-03-12	Flexible Polyurethanschaumstoffe und Verfahren zu ihrer Herstellung
HUP9904649A2 (hu)	2000-05-28	Butilén-oxid alkalmazása pentán és ciklopentán kompatibilitásának javítására szilárd poliuretánhabokban
GB2053943A (en)	1981-02-11	Compositions for preparing urethane foams
WO1993013151A1 (en)	1993-07-08	Catalyst systems useful for forming isocyanurate, amide and/or oxazolidinone groups and a method for their use
CA1137698A (en)	1982-12-14	Urethane foams utilizing hydrocarbon propellants
US3320190A (en)	1967-05-16	Polyurethanes preparation utilizing piperidine compounds as catalysts